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  1. #1
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    First anal experience

    Who would have thought, I had my first anal experience with a guy I get together with once or twice a week. I always wanted to try it but was affraid it was too painful. Well, we tried it! other than a few rough spots getting started, and learning to relax, I enjoyed the hell out of it! He pumped my ass for about 45 minutes, I could have cum three or four times if I had let myself. I want more! I never thought it would be so enjoyable and feel soo good. We are getting to gether again Thursday and gonna do it again. Oh by the way, we had a friend join us today so it was a threesome, only my friend did my ass but I had a mouth full of cock while I was getting fucked. Too Wild!!! I want more!
    Just thought I'd share this..

  2. #2
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    Re: First anal experience

    Isnt anal great? It was tough for me first but ended great. And you're lucky with the third!

  3. #3
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    Re: First anal experience

    Wow. Lucky you!

  4. #4

    Re: First anal experience

    i havnt tried anal yet because the guy i usually hook up with has a really fat cock... and i do think it would be very painful
    "Courage is being scared to death - but saddling up anyway."- john wayne

  5. #5
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    Re: First anal experience

    I had my first anal experience when I was 16 yrs old. I worked with an older guy on a farm and we fucked each other for about a year. I would be happy to chat via email about it. He was a big uncut cocked guy about 55 yrs old. Best sex of my life

  6. #6
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    Re: First anal experience

    my first time i was 12 and liked it very much he was 16 and was a very nice guy to we loved each other very much and he was all ways gentle with me


    mudpaws you know you love him

  7. #7
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    Re: First anal experience

    My first experience was nothing but pain and I said at that time I would never do it again. I was also a teenager at the time. When I decided to give it another try, it didn't improve. I was 20 years old by that time. Some of it was just giving into pressure from gay guys I knew and I wanted to please them sexually. They were considerably older than me; in their forties. During that period of time, I was constantly hounded by another 40 year old man who eventually through persistence, convinced me to go home with him....we had dinner and a bit of wine. I was completely relaxed. We went up to the bedroom and he completely knew how to get me to stay calm. Anyhow, to speed things up, I had an incredible time...it started with some discomfort but eventually that turned into complete pleasure...my orgasm was incredibly potent. Though I had other "experiences" before as I already mentioned, they all had turned out negative and painful. So since this one was the first pleasurable moment with anal, I prefer to think of it as my first experience.

  8. #8

    Re: First anal experience

    The guy who initiated me was someone I'd known for a while. His attitude was that sex complicated relationships and that our friendship was just too important to risk. Anyway, our mutual attraction was just too poweful to resist and we eventually succumbed to it.

    We went all the way on our first session and he was absolutely superb. He spent ages preparing me with his well lubed finger, gazing into my eyes the whole time. Because we were good mates, relaxation came naturally and when he finally did enter me and start thrusting, the sensation was pure pleasure.

    Afterwards, he thanked me profusely for granting him the privilege. He said the only way I would ever know how good it felt for him was for us to switch roles. And we did. Thought I'd died and gone to heaven when I reached the point of no return and exploded deep inside him.

    Such sweet memories. <sigh>
    Last edited by TrimBeardHairyBod; Oct 21, 2009 at 11:51 AM. Reason: spelling mistake

  9. #9
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    Re: First anal experience

    WOW that is really cool and to have a third :P. Still wanting to have my first time. No guy to big hehe DFW area here

  10. #10
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    Re: First anal experience

    Anal is very enjoyable as long as you don't force anything. I love it.

  11. #11
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    Re: First anal experience

    still looking for my first, well other than my wife using "toy" love that!!!!
    if con is the opposite of pro
    is congress the opposite of progress?

  12. #12
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    Re: First anal experience

    Another one here still looking for that first time...sigh...I may too old by the time I get the chance!

  13. #13
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    Smile Re: First anal experience

    my first was when i was about 13 and the guy would have been 50 he was very gentle but it still hurt for a while then after i relaxed it was lovely,now i regularly see 2 guys about twice a week the both fuck me like a slut that i am,ive still got cum in my hair from last night

  14. #14
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    Re: First anal experience

    May first experience was with a older guy I was about 45 years old. I had alwas want to have anal sex but was scared. I had gotten to know him for about three years. One day we were playing around and he started play with my ass and I started to really get turned on. He asked if I would like to have anal sex. I told him I never had before. He got me nice and lube and had me rocking on his nice lube finger. He put a pillow under my stomach and got me in the right postion and entered me it hurt for just a little bite and got use to it. I was begging him to cum at the end I was so turned on. Hope to get some more soon.

  15. #15
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    Re: First anal experience

    Until quite recently I was never that interested in anal sex. I was, and still am, more into oral sex. Although I have sometimes fucked my two bi playmates in the ass, I had never been keen on them doing it to me.
    I would let them take turns to rub their big nobs against my firm round bottom after it was soaked in massage oil and have them slide their smooth pricks up and down between my wet buttocks but that's as far as it went. But that was to change forever two weeks ago.
    We met, as we usually do, at a convenient hotel and after getting rather drunk in the bar, as we always do before one of our sessions, the three of us were soon ready for another night of fun. We each took a shower, watched some porn on a laptop and, as the film continued playing, we began.
    Cock sucking, ball licking, rimming each other. We were all feeling very horny and desperate to ejaculate. That's when it happened. I was 69ing with one of my pals whilst the other rubbed and slid his lovely big nob between my buttocks. He, as he often did before, stopped and rested his nob against my anus and began to push a little. It felt wonderful but this time it felt "right". I heard myself gasp " Fuck me!" I really wanted to feel his long pointing prick enter me. "Please fuck me in the ass now!" I begged. And as I continued to 69 my friend below I had my very first anal and it was FANTASTIC. I even felt his hot cum fill my ass. And as his spunk flooded me I came too deep inside a warm wet mouth.
    I loved it and cannot wait to do it again.

  16. #16
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    Re: First anal experience

    Quote Originally Posted by woodstockloner View Post
    i havnt tried anal yet because the guy i usually hook up with has a really fat cock... and i do think it would be very painful
    Hey WSL, The first time you ever have anal it doesn't have to hurt. If you have a lover that takes it slow & uses PLENTY of lube the initial pain is very soon replaced by a feeling of fullness sort of like the feeling you get when you have to take a dump. It is a very GREAT feeling & you will wonder why you waited so long. In other words, just try it - I think you'll like it.

  17. #17
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    Re: First anal experience

    still looking for the right guy for my first.

  18. #18
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    Re: First anal experience

    My first time was nothing but pleasure, but since he didn't use lube I felt it for several days afterwards. But since I was asleep when he first entered me, I was totally relaxed. The times after that were always done with lube so there has never been any more pain.

  19. #19
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    Re: First anal experience

    I recently stopped by an adult store and browsed the dildo section until I found one that was "lifelike" and about 8". I didn't want a giant one, but didn't want something too small. I bought it, and got some KY jelly as well.

    Once home I spent a few hours viewing some bi-porn, and was very hard & way past the point where I needed release. I moved to the bedroom, and lay on my side on the bed. I applied some of the lube to my opening, and lubed the dildo. Starting slowly I placed the dildo at my anus and applied some pressure. Slowly the head popped in and there was some pain. My erection subsided but I waited or my anus to relax. As things calmed down, I recalled reading that you should push out when your trying to accomodate the cock. I tried that, and was able to slide the dildo into myself. Within a few strokes I was able to take the entire length. The feeling was intense, and I was hard as a rock. As I slid the cock in and out, my cock was surging and pre-cum was leaking from me like crazy. I wasn't even stroking myself when I drove the dildo deeply into myself and I just came. The cum flew from me as the intense contractions swept over me. As I came, the contractions squeezed the dildo, and I could feel it strongly. I can only imagine how amazing it must be to enjoy this with a real penis.

    Anybody else have such a strong reaction to being penetrated?

  20. #20
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    Re: First anal experience

    I would like to have my first time. Have been thinking about taking anal for a few years I am always the top one and have seem many bottom like to get anal. They feel very enjoyable

  21. #21
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    Re: First anal experience

    i would suggest you use condoms on dildo to prevent bacteria build up and deteriaton from using detergent etc to clean it

  22. #22
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    Re: First anal experience

    Well, only the two of us got together today and let me tell you I rode that cock like a crazy wild person! I was on my knees and elbows and while he was pounding my ass, I didn;t even touch myself and cum started spurting all over the place. That has to be the most I've ever cum in 59 years! Just a little discomfort getting started but relaxed real quick..I love it!!! does this make me a man slut?

  23. #23
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    Re: First anal experience

    Quote Originally Posted by cannibal4 View Post
    Well, only the two of us got together today and let me tell you I rode that cock like a crazy wild person! I was on my knees and elbows and while he was pounding my ass, I didn;t even touch myself and cum started spurting all over the place. That has to be the most I've ever cum in 59 years! Just a little discomfort getting started but relaxed real quick..I love it!!! does this make me a man slut?
    The way you word it, yes, but that's OK! :-)

  24. #24

    Re: First anal experience

    My first time was at 17, 2 of my class mates and I were drinking making bets about what we would being willing to do or try. The betting got to who's cock was bigger but I uppped the bet by telling them no matter how big I could take them in my ass. Now I did not tell them that I had been using things around the house on myself and always wanted to have the real thing. So as it turns out I might have lost the bet on size (not by much)but I had the best first experience with them both taking turns dropping loads up my ass(keep in mind this was back in the 70's no body ever heard of STD's). We had used lubed but after the first deposit there was plenty of lube for the second round. After that night I continued to let them use my ass, we also got into sucking each other before and when time didn't permit a ass pounding. I was hooked from the first time, there just isn't anything that can replace the feel, excitement and enjoyment from a hard cock. What I would do to have one right now!!

  25. #25
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    Re: First anal experience

    Quote Originally Posted by ready5858 View Post
    (keep in mind this was back in the 70's no body ever heard of STD's)!!
    Sure we had, just not AIDS. In the 50's thru the 70's we were hearing about STDs known as syphallus, gonnorhea, and herpes just to mention a few. They were still transmitted in the same manner as AIDS is transmitted but just not as prevalently. Plus they were all treatable with common antibiotics.

  26. #26
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    Re: First anal experience

    I just want to read more about how it went and feels
    if con is the opposite of pro
    is congress the opposite of progress?

  27. #27
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    Re: First anal experience

    Havent had one yet but still dreamin about it.
    May be a finger or a tounge first than a small cock.

  28. #28
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    Re: First anal experience

    The first time I got fucked in the ass was by a very experienced lover. He used plenty of lube & was in no hurry, because as he said we have all night & nothing to hurry about When the head fist broke through my virgin entrance it hurt like hell, but after a few seconds it began to feel so good I wondered why I waited so long. We now he live about 300 miles from each other, so our get togethers are few & far between.

  29. #29
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    Talking Re: First anal experience

    My first time was with a dildo I bought for a girlfriend. She was at work and I wanted to try it and it was fun. I've still never had the real thing, but I've used things from around the house. I've used the handle of a hammer with a condom on it. I even used a beer bottle with the neck of the bottle going in first and after many times trying, I switch the bottle with the base going in first. That was a great feeling. I would get the whole base in with just the neck showing. I would put the bottle in my ass and get on my hands and knees and push up against the couch for the feeling of someone pumping my ass. That would make me cum quickly. Cant wait to try the real thing. I would like 2 cocks in my ass at the same time while sucking another cock.

  30. #30
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    Re: First anal experience

    My first anal was when I was a boy..And man did it hurt! When I was in my mid 20's I had a lover ( female 52) Who would very gently rub my anus when I was making love to her & once in a while she would try to put her finger in (it hurt).
    Today I've played with anal toys, and it takes a little getting uees to... Yes I'd like to have anal sex with a man, but he'd have to be the right man

 

 

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